A mod might want to move this post to
General Hardware as it might get a bit more attention. That being said:
1) Well, the CPU on the list comes with one. However it is a K series CPU where most folks are overclocking it. If you do plan on overclocking then yes you'll need a better cooler than the one that comes with the unit.
2) Cases tend to be a lot of personal preference and sometimes needs. The current favorites nowadays tend to be the Fractal Designs Define R5 and various Corsair series.
3) As long as you get a motherboard with decent onboard sound you should be fine.
4) Most cases come with at least 2 or 3 case fans, whether or not you need more is dependent on the case you choose and the components inside.
5) I'd go with Windows 8.1 and reserve your free upgrade to Windows 10. There seem to be some issues with some streaming apps that are currently being resolved.
6) Only if you plan on using more fans than the motherboard supports
7) The main benefits are that it is a bit higher clocked than the equivalent i5 at default clocks and it has hyperthreading which helps in multi-tasking.
Insofar as doing a dual build I don't think that's really necessary as you'd need a way to capture the game video that you would be sending to the capture PC and that may well put it over the $800 budget for that part. All of that being said I do believe you're over-spending on some parts and missing some others, here's a build I would suggest:
PCPartPicker part list /
Price breakdown by merchant
CPU: Intel Core i7-4790K 4.0GHz Quad-Core Processor ($322.95 @ SuperBiiz)
CPU Cooler: Cooler Master Hyper 212 EVO 82.9 CFM Sleeve Bearing CPU Cooler ($22.89 @ OutletPC)
Motherboard: ASRock Z97M OC Formula Micro ATX LGA1150 Motherboard ($99.98 @ Newegg)
Memory: PNY XLR8 16GB (2 x 8GB) DDR3-1600 Memory ($68.62 @ Amazon)
Storage: Crucial BX100 500GB 2.5" Solid State Drive ($159.99 @ Adorama)
Storage: Western Digital Caviar Blue 1TB 3.5" 7200RPM Internal Hard Drive ($52.33 @ OutletPC)
Video Card: Gigabyte GeForce GTX 980 Ti 6GB Video Card ($669.99 @ Amazon)
Case: Fractal Design Define R5 Blackout Edition w/ Window ATX Mid Tower Case ($101.99 @ SuperBiiz)
Power Supply: EVGA SuperNOVA GS 650W 80+ Gold Certified Fully-Modular ATX Power Supply ($79.99 @ NCIX US)
Optical Drive: Lite-On iHAS124-04 DVD/CD Writer ($16.88 @ OutletPC)
Operating System: Microsoft Windows 8.1 OEM (64-bit) ($87.98 @ OutletPC)
Wireless Network Adapter: TP-Link TL-WDN4800 802.11a/b/g/n PCI-Express x1 Wi-Fi Adapter ($39.95 @ Adorama)
Monitor: Asus VG248QE 144Hz 24.0" Monitor ($229.00 @ Amazon)
Mouse: Razer DeathAdder 2013 Wired Optical Mouse
Headphones: Sennheiser HD 598 Headphones ($150.99 @ Amazon)
Speakers: Logitech Z506 155W 5.1ch Speakers ($58.99 @ Best Buy)
Total: $2162.52
Prices include shipping, taxes, and discounts when available
Generated by PCPartPicker 2015-10-25 20:20 EDT-0400
Changes that I made:
Motherboard - It doesn't sound like you're going to do any serious overclocking in which case you were seriously overspending on the motherboard. New motherboard is quite capable and will work just fine for this build
RAM - Again a bit of overspend and DDR3-1866 will yield zero performance difference between good DDR3-1600
CPU Cooler - Added one, if anything it'll at least be a bit quieter than the stock cooler
SSD - I pretty much never do a build nowadays without one. They improve the overall responsiveness of any system that they're put in by a good bit.
GPU - There's a pretty big difference between a 980 Ti and a 980 in terms of performance. For the game listed tbh a GTX 970 would suffice but if you're willing to spend the cash you're better off with a GTX 980 Ti
Case - One of my favorites but really a lot of it is personal taste, feel free to choose another one
Other notes - I would highly recommend looking into some way to hardline this PC if you intend to do live game streaming. Wireless networking has gotten better and you can game on it for the most part. However gaming and doing streaming of that game at the same time over wireless is asking for problems.